data_6Q2 # _chem_comp.id 6Q2 _chem_comp.name "4-[(3-methoxyphenyl)amino]-2-phenyl-7,8-dihydro-1,6-naphthyridin-5(6H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H19 N3 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-05-19 _chem_comp.pdbx_modified_date 2017-03-24 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 345.394 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6Q2 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 5K32 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal 6Q2 C18 C1 C 0 1 Y N N 12.915 45.829 13.924 1.327 2.098 0.324 C18 6Q2 1 6Q2 C9 C2 C 0 1 Y N N 15.727 46.126 10.601 -0.936 -1.426 0.058 C9 6Q2 2 6Q2 C11 C3 C 0 1 Y N N 17.170 46.379 10.743 -0.282 -2.753 0.155 C11 6Q2 3 6Q2 C16 C4 C 0 1 Y N N 17.865 45.784 11.805 -1.036 -3.917 0.008 C16 6Q2 4 6Q2 C12 C5 C 0 1 Y N N 17.883 47.117 9.790 1.089 -2.842 0.387 C12 6Q2 5 6Q2 C6 C6 C 0 1 Y N N 13.104 45.547 10.238 -2.177 0.994 -0.126 C6 6Q2 6 6Q2 C5 C7 C 0 1 N N N 11.695 45.184 9.933 -2.911 2.266 -0.235 C5 6Q2 7 6Q2 C20 C8 C 0 1 Y N N 12.396 45.492 16.292 3.423 1.205 -0.433 C20 6Q2 8 6Q2 C3 C9 C 0 1 N N N 11.959 46.319 7.761 -4.976 1.032 0.209 C3 6Q2 9 6Q2 C13 C10 C 0 1 Y N N 19.271 47.278 9.956 1.692 -4.080 0.477 C13 6Q2 10 6Q2 C14 C11 C 0 1 Y N N 19.937 46.701 11.026 0.938 -5.231 0.335 C14 6Q2 11 6Q2 C15 C12 C 0 1 Y N N 19.253 45.943 11.959 -0.422 -5.149 0.099 C15 6Q2 12 6Q2 O24 O1 O 0 1 N N N 11.147 44.385 10.715 -2.315 3.306 -0.440 O24 6Q2 13 6Q2 C1 C13 C 0 1 Y N N 13.916 45.754 9.160 -2.876 -0.209 -0.259 C1 6Q2 14 6Q2 C2 C14 C 0 1 N N N 13.332 45.692 7.761 -4.361 -0.163 -0.515 C2 6Q2 15 6Q2 N4 N1 N 0 1 N N N 11.148 45.646 8.802 -4.253 2.262 -0.106 N4 6Q2 16 6Q2 N10 N2 N 0 1 Y N N 15.208 46.045 9.336 -2.246 -1.358 -0.164 N10 6Q2 17 6Q2 C8 C15 C 0 1 Y N N 14.937 45.887 11.729 -0.170 -0.276 0.207 C8 6Q2 18 6Q2 C7 C16 C 0 1 Y N N 13.591 45.591 11.556 -0.792 0.968 0.115 C7 6Q2 19 6Q2 N17 N3 N 0 1 N N N 12.759 45.367 12.618 -0.068 2.142 0.251 N17 6Q2 20 6Q2 C19 C17 C 0 1 Y N N 12.310 45.083 14.947 2.040 1.242 -0.505 C19 6Q2 21 6Q2 O25 O2 O 0 1 N N N 11.807 44.756 17.304 4.124 0.369 -1.244 O25 6Q2 22 6Q2 C26 C18 C 0 1 N N N 10.772 43.791 17.096 5.547 0.383 -1.116 C26 6Q2 23 6Q2 C21 C19 C 0 1 Y N N 13.120 46.657 16.592 4.093 2.023 0.466 C21 6Q2 24 6Q2 C22 C20 C 0 1 Y N N 13.712 47.434 15.592 3.382 2.874 1.291 C22 6Q2 25 6Q2 C23 C21 C 0 1 Y N N 13.607 47.018 14.253 2.003 2.914 1.223 C23 6Q2 26 6Q2 H1 H1 H 0 1 N N N 17.320 45.189 12.523 -2.098 -3.854 -0.176 H1 6Q2 27 6Q2 H2 H2 H 0 1 N N N 17.376 47.555 8.943 1.679 -1.944 0.497 H2 6Q2 28 6Q2 H3 H3 H 0 1 N N N 12.039 47.393 7.986 -6.016 1.141 -0.100 H3 6Q2 29 6Q2 H4 H4 H 0 1 N N N 11.488 46.185 6.776 -4.940 0.856 1.284 H4 6Q2 30 6Q2 H5 H5 H 0 1 N N N 19.827 47.861 9.237 2.755 -4.150 0.657 H5 6Q2 31 6Q2 H6 H6 H 0 1 N N N 21.002 46.845 11.132 1.415 -6.198 0.405 H6 6Q2 32 6Q2 H7 H7 H 0 1 N N N 19.773 45.484 12.787 -1.005 -6.051 -0.014 H7 6Q2 33 6Q2 H8 H8 H 0 1 N N N 13.256 44.642 7.442 -4.817 -1.083 -0.148 H8 6Q2 34 6Q2 H9 H9 H 0 1 N N N 13.985 46.240 7.066 -4.544 -0.071 -1.585 H9 6Q2 35 6Q2 H10 H10 H 0 1 N N N 10.165 45.534 8.656 -4.746 3.090 -0.216 H10 6Q2 36 6Q2 H11 H11 H 0 1 N N N 15.366 45.932 12.719 0.892 -0.345 0.391 H11 6Q2 37 6Q2 H12 H12 H 0 1 N N N 11.948 44.810 12.438 -0.529 2.994 0.295 H12 6Q2 38 6Q2 H13 H13 H 0 1 N N N 11.770 44.181 14.699 1.517 0.606 -1.205 H13 6Q2 39 6Q2 H14 H14 H 0 1 N N N 10.481 43.351 18.061 5.823 0.105 -0.099 H14 6Q2 40 6Q2 H15 H15 H 0 1 N N N 9.900 44.282 16.639 5.982 -0.328 -1.818 H15 6Q2 41 6Q2 H16 H16 H 0 1 N N N 11.139 42.998 16.427 5.921 1.383 -1.333 H16 6Q2 42 6Q2 H17 H17 H 0 1 N N N 13.222 46.961 17.623 5.171 1.994 0.522 H17 6Q2 43 6Q2 H18 H18 H 0 1 N N N 14.242 48.340 15.844 3.905 3.509 1.990 H18 6Q2 44 6Q2 H19 H19 H 0 1 N N N 14.058 47.610 13.470 1.449 3.579 1.868 H19 6Q2 45 # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal 6Q2 C3 C2 SING N N 1 6Q2 C3 N4 SING N N 2 6Q2 C2 C1 SING N N 3 6Q2 N4 C5 SING N N 4 6Q2 C1 N10 DOUB Y N 5 6Q2 C1 C6 SING Y N 6 6Q2 N10 C9 SING Y N 7 6Q2 C12 C13 DOUB Y N 8 6Q2 C12 C11 SING Y N 9 6Q2 C5 C6 SING N N 10 6Q2 C5 O24 DOUB N N 11 6Q2 C13 C14 SING Y N 12 6Q2 C6 C7 DOUB Y N 13 6Q2 C9 C11 SING N N 14 6Q2 C9 C8 DOUB Y N 15 6Q2 C11 C16 DOUB Y N 16 6Q2 C14 C15 DOUB Y N 17 6Q2 C7 C8 SING Y N 18 6Q2 C7 N17 SING N N 19 6Q2 C16 C15 SING Y N 20 6Q2 N17 C18 SING N N 21 6Q2 C18 C23 DOUB Y N 22 6Q2 C18 C19 SING Y N 23 6Q2 C23 C22 SING Y N 24 6Q2 C19 C20 DOUB Y N 25 6Q2 C22 C21 DOUB Y N 26 6Q2 C20 C21 SING Y N 27 6Q2 C20 O25 SING N N 28 6Q2 C26 O25 SING N N 29 6Q2 C16 H1 SING N N 30 6Q2 C12 H2 SING N N 31 6Q2 C3 H3 SING N N 32 6Q2 C3 H4 SING N N 33 6Q2 C13 H5 SING N N 34 6Q2 C14 H6 SING N N 35 6Q2 C15 H7 SING N N 36 6Q2 C2 H8 SING N N 37 6Q2 C2 H9 SING N N 38 6Q2 N4 H10 SING N N 39 6Q2 C8 H11 SING N N 40 6Q2 N17 H12 SING N N 41 6Q2 C19 H13 SING N N 42 6Q2 C26 H14 SING N N 43 6Q2 C26 H15 SING N N 44 6Q2 C26 H16 SING N N 45 6Q2 C21 H17 SING N N 46 6Q2 C22 H18 SING N N 47 6Q2 C23 H19 SING N N 48 # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor 6Q2 SMILES ACDLabs 12.01 "c1(cccc(OC)c1)Nc4c2C(=O)NCCc2nc(c3ccccc3)c4" 6Q2 InChI InChI 1.03 "InChI=1S/C21H19N3O2/c1-26-16-9-5-8-15(12-16)23-19-13-18(14-6-3-2-4-7-14)24-17-10-11-22-21(25)20(17)19/h2-9,12-13H,10-11H2,1H3,(H,22,25)(H,23,24)" 6Q2 InChIKey InChI 1.03 PBJZBHKLXZKPND-UHFFFAOYSA-N 6Q2 SMILES_CANONICAL CACTVS 3.385 "COc1cccc(Nc2cc(nc3CCNC(=O)c23)c4ccccc4)c1" 6Q2 SMILES CACTVS 3.385 "COc1cccc(Nc2cc(nc3CCNC(=O)c23)c4ccccc4)c1" 6Q2 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "COc1cccc(c1)Nc2cc(nc3c2C(=O)NCC3)c4ccccc4" 6Q2 SMILES "OpenEye OEToolkits" 2.0.4 "COc1cccc(c1)Nc2cc(nc3c2C(=O)NCC3)c4ccccc4" # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier 6Q2 "SYSTEMATIC NAME" ACDLabs 12.01 "4-[(3-methoxyphenyl)amino]-2-phenyl-7,8-dihydro-1,6-naphthyridin-5(6H)-one" 6Q2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "4-[(3-methoxyphenyl)amino]-2-phenyl-7,8-dihydro-6~{H}-1,6-naphthyridin-5-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 6Q2 "Create component" 2016-05-19 EBI 6Q2 "Initial release" 2017-03-29 RCSB #